Real Estate Investment Properties for Sale in Wellesley, MA
Looking for investment property in Wellesley, MA with high ROI ?
Explore a variety of short-term homes & houses in Wellesley, MA. Invest wisely with VRBO & Wellesley, MA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Wellesley, MA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
10 Fife RoadWellesley, MABeautiful New Construction center entrance colonial constructed as a quintessential Welles... |
4 beds | 4 baths | 3,282 sq.ft. |
$2,699,999 |
Airbnb cash on cash: -0.05%
|
99 Old Colony RdWellesley, MA99 Old Colony Rd, Wellesley, MA 02481 | Single Family Residential |
6 beds | 5 baths | 8,100 sq.ft. |
$5,294,500 |
Airbnb cash on cash: -1.82%
|
3 Ravine RdWellesley, MA3 Ravine Rd, Wellesley, MA 02481 | Single Family Residential |
5 beds | 6 baths | 7,720 sq.ft. |
$5,350,000 |
Airbnb cash on cash: N/A
|
16 Oak StWellesley, MA16 Oak St, Wellesley, MA 02482 | Single Family Residential |
5 beds | 3 baths | 4,200 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -1.42%
|
200 Cliff RdWellesley, MA200 Cliff Rd, Wellesley, MA 02481 | Single Family Residential |
7 beds | 5 baths | 7,262 sq.ft. |
$5,350,000 |
Airbnb cash on cash: N/A
|
6 Oakland CirWellesley, MA6 Oakland Cir, Wellesley, MA 02481 | Single Family Residential |
3 beds | 2 baths | 1,521 sq.ft. |
$1,190,000 |
Airbnb cash on cash: 1.23%
|
45 White Oak RdWellesley, MA45 White Oak Rd, Wellesley, MA 02481 | Single Family Residential |
5 beds | 5 baths | 7,200 sq.ft. |
$12,250,000 |
Airbnb cash on cash: -2.05%
|
16 Stearns Rd 103 #103Wellesley, MA16 Stearns Rd 103 #103, Wellesley, MA 02482 | Condo/Coop |
2 beds | 2 baths | 1,604 sq.ft. |
$1,523,800 |
Airbnb cash on cash: -1.39%
|
78 Suffolk RdWellesley, MA78 Suffolk Rd, Wellesley, MA 02481 | Single Family Residential |
6 beds | 5 baths | 7,777 sq.ft. |
$5,790,000 |
Airbnb cash on cash: -1.85%
|
85 Grove St #306Wellesley, MA85 Grove St #306, Wellesley, MA 02482 | Condo/Coop |
2 beds | 2 baths | 1,528 sq.ft. |
$1,350,000 |
Airbnb cash on cash: -1.65%
|
560 Worcester StWellesley, MA560 Worcester St, Wellesley, MA 02481 | Single Family Residential |
4 beds | 2 baths | 1,716 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -0.15%
|
14 Greylock RdWellesley, MA14 Greylock Rd, Wellesley, MA 02481 | Single Family Residential |
6 beds | 6 baths | 10,197 sq.ft. |
$7,995,000 |
Airbnb cash on cash: -1.95%
|
40 Kimlo RdWellesley, MA40 Kimlo Rd, Wellesley, MA 02481 | Single Family Residential |
4 beds | 2 baths | 2,896 sq.ft. |
$2,000,000 |
Airbnb cash on cash: -0.56%
|
26B Pleasant St #BWellesley, MA26B Plesant St #B, Wellesley, MA 02482 | Townhouse |
2 beds | 2 baths | 1,739 sq.ft. |
$1,129,000 |
Airbnb cash on cash: -0.83%
|
6 Intervale RdWellesley, MA6 Intervale Rd, Wellesley, MA 02481 | Single Family Residential |
5 beds | 3 baths | 3,200 sq.ft. |
$2,350,000 |
Airbnb cash on cash: -1.31%
|
162 Hampshire RdWellesley, MA162 Hampshire Rd, Wellesley, MA 02481 | Single Family Residential |
4 beds | 3 baths | 3,334 sq.ft. |
$2,890,000 |
Airbnb cash on cash: -1.08%
|
22 Cranmore RdWellesley, MA22 Cranmore Rd, Wellesley, MA 02481 | Single Family Residential |
5 beds | 4 baths | 5,738 sq.ft. |
$3,495,000 |
Airbnb cash on cash: -1.61%
|
6 Boulder Brook RdWellesley, MA6 Boulder Brook Rd, Wellesley, MA 02481 | Single Family Residential |
4 beds | 3 baths | 2,813 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -0.56%
|
18 Eaton CtWellesley, MA18 Eaton Ct, Wellesley, MA 02481 | Single Family Residential |
5 beds | 2 baths | 2,728 sq.ft. |
$1,499,000 |
Airbnb cash on cash: -0.79%
|
20 Parker RdWellesley, MA20 Parker Rd, Wellesley, MA 02482 | Single Family Residential |
6 beds | 3 baths | 4,393 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -1.5%
|
33 Boulder RdWellesley, MA33 Boulder Rd, Wellesley, MA 02481 | Other |
N/A beds | N/A baths | N/A |
$1,995,000 |
Airbnb cash on cash: -0.61%
|
32 Lantern LnWellesley, MA32 Lantern Ln, Wellesley, MA 02481 | Single Family Residential |
5 beds | 4 baths | 4,404 sq.ft. |
$2,349,999 |
Airbnb cash on cash: -1.31%
|
90 Elmwood RdWellesley, MA90 Elmwood Rd, Wellesley, MA 02481 | Single Family Residential |
4 beds | 3 baths | 3,428 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -0.45%
|
241 Lowell RdWellesley, MA241 Lowell Rd, Wellesley, MA 02481 | Single Family Residential |
6 beds | 5 baths | 7,034 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -1.68%
|
12 Winding River CirWellesley, MA12 Winding River Cir, Wellesley, MA 02482 | Single Family Residential |
6 beds | 6 baths | 9,036 sq.ft. |
$5,250,000 |
Airbnb cash on cash: -1.81%
|
31 Martin RdWellesley, MA31 Martin Rd, Wellesley, MA 02481 | Single Family Residential |
4 beds | 2 baths | 2,214 sq.ft. |
$1,625,000 |
Airbnb cash on cash: -0.18%
|
170 Benvenue StWellesley, MA170 Benvenue St, Wellesley, MA 02482 | Single Family Residential |
5 beds | 3 baths | 2,465 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -1.24%
|
Real Estate investment in Wellesley, MA
There are 57 properties for sale in the city of Wellesley . The median list price in Wellesley is $2,472,500 and the average price per square foot is $572. In March 2026, the average monthly cash on cash return in Wellesley is N/A%. The average monthly rental income in Wellesley is $3,885.